u/blehcryemoji

After my FWB came over to my place, we had drinks, a lot of sex. Just fun, overall. She was very submissive, and gave the best head ever, but we never tried anal (she was scared she couldn’t take it)
Anyways, after a lot of fucking, we get tired, and decided to sleep. I was spooning her and my dick was constantly grinding with her ass (and what an amazing ass she had!). In the middle of the night, I felt my dick rock solid, and I just instinctively tried to put it inside her, but it wouldn’t go. At this point of time, I was getting a bit frustrated, so, I put a bit of force, and it did went it. But just the tip.
That made me so confused, but soon I realised that it went in her ass. She already started to moan at this point of time, and I started to slowly thrust my dick in. And soon after, it was deep inside her. At this point of time, she was moaning quite loudly, she tried to resist a bit at first, but soon, started to enjoy it.
It was one of the best feeling I ever had, and I didn’t wanted to stop. So, I kept on going, harder and harder, and after fucking for ~30 minutes, she just couldn’t take it and I came inside her. Best. Feeling. Ever.
For sure, that was the first time, and accidentally more so. But definitely wasn’t the last ;)